Sissy Cuckolds Stories

7,178 results
Orientation
Length
Source
Infinite Scroll

The Cuckolder

by jakelyon on Sep 21, 2003
Cheating Spouses

Josh Ruben was a man who liked to dally with women, particularly married women. He was not a man for a long term serious relationship, he like variety in his sexual encounter and he like women who already knew what they were doing in bed, and did not expect him to marry them, at least most of the time. They knew how to fuck, how to suck, and how to make them...

Open in Reader

April's Story Ch. 01

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This is the first episode in a series entitled "April's Story". This story is the fourth part of a four part series. The first three parts: "Brenda and Bobby", "Sandra and Stevie" and "Roxanne and Willie" have already been posted on this site. "April's Story" can be read and enjoyed on its own, but you will know more about the characters if you go ba...

Erotic Games Ch. 08

by jealouscuck on Sep 5, 2018
Interracial Love

I was a willing cuckold now. Not only had Chet fucked my wife almost all night long; I had cleaned up her pussy each time he had cum in her. When we awoke, I expected all of us to be satiated and ready to return home. For me, it was a mixture of exhaustion and nervous energy. It was a strange feeling. If I expected to have any regrets, Chet and Meredith cert...

Black Cuckold Academy

by Samuelx on Apr 9, 2019
Interracial Love

"Black cuckolding is definitely a growing trend," Twyla Jackson said to herself, after reading some truly freaky stories online. The six-foot-tall, curvaceous young Black woman got up from her chair and went to look out the window. The suburb of Kanata, Ontario, sprawled before her, and Twyla allowed herself a smile. Things are getting interesting, Twyla tho...

Letting My Wife Cut Loose Ch. 03

by weaponx on Sep 17, 2017
Loving Wives

I couldn't believe what had just happened. What I thought was to be a great little vacation, turned out to be a total nightmare. I thought that by letting my beautiful wife Beth have some fun on vacation it would do her some good. Little did I know what was going to happen. I didn't think that letting Beth cut loose a bit and have some extra drinks would tur...

Cheating Spouse Ch. 02

by CuckoldGuy on Sep 14, 2017
Reviews & Essays

Consider this: A man gets into an accident and he wakes up in the hospital with a doctor looking down at him. The doctor informs him that his injuries are serious. That he is now paralyzed from the waist down. That he will never walk again. He gets angry. He wants to strike back but there is nothing he can do. He cries over his loss but gradually he accepts...

Cathleen Encouraged Ch. 13

by nocluescooby on Sep 16, 2017
Interracial Love

This is the final installment in a story of Black into white interracial cuckoldry. It is hard core and this not for everyone. Don't read on if this theme offends you. It has taken my a very long time to finish this story, and I think my many readers that have been so patient. * Cathleen sat silently in Randy's Escalade as his cum leaked from her freshly f...

1+2 @ LOL Lounge Ch. 01

by RogueDom on Sep 17, 2017
Loving Wives

It wasn't New York and it wasn't L.A. but comedy is -- and always was -- a road game. I was returning to the circuit after going through a messy divorce. The call from an old friend to play a string of one-nighters across the Midwest and up into Canada came at just the right time. First gigs were several months away and I threw out my old material and starte...

Essay: A Theory of Angry Cucks

by LynnGKS on Apr 3, 2019
Reviews & Essays

I have written stories in a variety of categories, and they have received some criticism, some praise, and some no responses. However, I have been amazed at some of the responses to my stories about cuckolds. Even an essay about cuckolds with no plot and no characters got vicious attacks. The responses have been violent, angry, - raw, primitive, emotional an...

March Madness Ch. 09b

by jbirdman on Sep 13, 2017
Transsexuals & Crossdressers

This story is not intended for children and if you are not old enough to read sexually explicit material, go away. This story features some elements of female domination (femdom), teasing & denial, chastity training, mild bondage, creampies, cuckolding cross-dressing and a few other fantasies of mine. I hope you find it entertaining, but if you might be offe...